title: Preparation of polysubstituted isochromanes by addition of ortho-lithiated aryloxiranes to enaminones.
abstract: The reaction of ortho-lithiated aryloxiranes with various enaminones straightforwardly affords new functionalized isochromanes as mixtures of two epimeric stereoisomers in reasonable to very good yields (50-90%). The two diastereomers, which show a high structural variability, can be easily separated by column chromatography.
authors.affiliation: Dipartimento di Farmacia-Scienze del Farmaco, Università di Bari "Aldo Moro" , Consorzio C.I.N.M.P.I.S., Via E. Orabona 4, I-70125 Bari, Italy.
authors.forename: Antonio
authors.initials: A
authors.lastname: Salomone
authors.forename: Filippo Maria
authors.initials: FM
authors.lastname: Perna
authors.forename: Francesca Claudia
authors.initials: FC
authors.lastname: Sassone
authors.forename: Aurelia
authors.initials: A
authors.lastname: Falcicchio
authors.forename: Jure
authors.initials: J
authors.lastname: Bezenšek
authors.forename: Jurij
authors.initials: J
authors.lastname: Svete
authors.forename: Branko
authors.initials: B
authors.lastname: Stanovnik
authors.forename: Saverio
authors.initials: S
authors.lastname: Florio
authors.forename: Vito
authors.initials: V
authors.lastname: Capriati
mesh_terms: D002839:Chromans / Q000138:chemical synthesis* / Q000737:chemistry*; D004852:Epoxy Compounds / Q000737:chemistry*; D008094:Lithium / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D002839:Chromans; D004852:Epoxy Compounds; D008094:Lithium